TBHP-mediated oxidative thiolation of an sp3 C-H bond adjacent to a nitrogen atom in an amide

The first example of molecular sieve-promoted TBHP-mediated direct oxidative thiolation of an sp(3) C-H bond adjacent to a nitrogen atom with disulfides under metal-free conditions, which allows for preparation of numerous S,N-containing compounds, is presented. Moreover, diverse benzothiazoles and...

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Published inChemical communications (Cambridge, England) Vol. 47; no. 48; pp. 12867 - 12869
Main Authors Tang, Ri-Yuan, Xie, Ye-Xiang, Xie, Yi-Li, Xiang, Jian-Nan, Li, Jin-Heng
Format Journal Article
LanguageEnglish
Published England 01.01.2011
Subjects
Amides
Bonding
Disulfides
Nitrogen atoms
Strategy
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Summary:The first example of molecular sieve-promoted TBHP-mediated direct oxidative thiolation of an sp(3) C-H bond adjacent to a nitrogen atom with disulfides under metal-free conditions, which allows for preparation of numerous S,N-containing compounds, is presented. Moreover, diverse benzothiazoles and a fipronil analog can be synthesized through this strategy.
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ISSN:1359-7345
1364-548X
DOI:10.1039/c1cc15397h